2-Methylbenzo[d]oxazole-6-carbaldehyde

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2-Methylbenzo[d]oxazole-6-carbaldehyde Basic information
Product Name:2-Methylbenzo[d]oxazole-6-carbaldehyde
Synonyms:2-Methylbenzo[d]oxazole-6-carbaldehyde;2-methyl-6-benzoxazolecarboxaldehyde;6-Benzoxazolecarboxaldehyde, 2-methyl-;2-Methylbenzoxazole-6-carbaldehyde
CAS:864274-04-4
MF:C9H7NO2
MW:161.16
EINECS:
Product Categories:
Mol File:864274-04-4.mol
2-Methylbenzo[d]oxazole-6-carbaldehyde Structure
2-Methylbenzo[d]oxazole-6-carbaldehyde Chemical Properties
Boiling point 282.2±13.0 °C(Predicted)
density 1.263±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka0.08±0.30(Predicted)
AppearanceWhite to yellow Solid
Safety Information
MSDS Information
2-Methylbenzo[d]oxazole-6-carbaldehyde Usage And Synthesis
Synthesis
(2-Methylbenzo[d]oxazol-6-yl)Methanol

136663-40-6

2-Methylbenzo[d]oxazole-6-carbaldehyde

864274-04-4

c) Synthesis of 2-methylbenzo[d]oxazole-6-carbaldehyde; To a solution of (2-methylbenzo[d]oxazol-6-yl)methanol (12.5 g, 76 mmol) in dichloromethane (200 mL) was added pyridinium chlorochromate (20 g, 93 mmol, 1.2 equiv.) and the reaction mixture was stirred for 1 h at room temperature. Diatomaceous earth (10 g) and activated carbon (2 g) were added to decolorize the mixture, which was filtered after continued stirring for 15 min. After evaporation of the solvent, the crude product was purified by column chromatography (eluent ratio 1:10 ethyl acetate:dichloromethane) to give 8.2 g (66% yield) of pure 2-methylbenzo[d]oxazole-6-carboxaldehyde.1H-NMR (CDCl3): δ 2.73 (s, 3H), 7.79 (d, 1H, J = 8.1 Hz), 7.88 (dd, 1H, J = 8.1 Hz, J' = 1.2 Hz), 8.03 (d, 1H, J = 1.2 Hz), 10.09 (s, 1H).LC-MS (m/z): 162.2 (MH+). Retention time (Rt): 1.47 min.

References[1] Patent: WO2005/82901, 2005, A1. Location in patent: Page/Page column 33; 61-62
[2] Patent: WO2007/103755, 2007, A2. Location in patent: Page/Page column 81; 83
2-Methylbenzo[d]oxazole-6-carbaldehyde Preparation Products And Raw materials
Raw materials(2-Methylbenzo[d]oxazol-6-yl)Methanol-->Dichloromethane-->Pyridinium chlorochromate
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